HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 4-chloroacetoacetate → HCID 19603681, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 4-chloroacetoacetate | HCID 69484 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 19603751 | HCID 19603751 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 19603681 | HCID 19603681 | 62.7% |
Reaction Steps
A mixture of crude 4-tert-butyl-2-[5-(thiocarbamoylmethyl)benzofuran-2-yl]thiazole (0.73 g) and ethyl 4-chloroacetoacetate (0.92 g) in ethyl acetate (30 ml) was stirred under reflux for 18 hours. After being cooled, the resulting mixture was poured into aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and concentrated in reduced pressure. The residue was subjected to column chromatography on silica gel and eluted with ethyl acetate. The fractions containing object compound were combined and concentrated under reduced pressure to give 4-tert-butyl-2-{5-{[4-(ethoxycarbonylmethyl)thiazol-2-yl]methyl}benzofuran-2-yl}thiazole (0.61 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05994378 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-bc2e08af22cd4875b3b83ae6e3b62e0c |
| Source note | uspto-grants-1999_11 |